Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Liquid-Liquid Equilibria of Formic Acid and Furfural in a Biphasic Aqueous-Organic System: Optimization of Solvent and Amine Extractant

Zou, Shaobing, Zhao, Yajing, Li, Pingli, Chang, Heying, Li, Yingdong
J. Chem. Eng. Data 2018, 63, 12, 4314-4324
ABSTRACT
Liquid-liquid equilibria of formic acid(FA) and furfural in a biphasic aqueous-organic system was studied. 14 kinds of high-boiling and great density difference with water were first screened to measure the distribution coefficient of furfural. Eight solvents with high furfural distribution coefficient were further screened for FA extraction. Six solvents (1,2-dimethoxybenzene, 2,4-dimethyl-1-nitrobenzene, diethyl phthalate, tributyl phosphate, dibutyl phthalate and dibutyl sebacate) with low FA distribution coefficient were then selected to measure the mutual solubilities at 298.15K. Furthermore, two amine extractants (tri-n-octylamine and amine N235) were diluted in six solvents for the extraction of FA and furfural from aqueous solutions to optimizate solvent and extractant. 2,4-Dimethyl-1-nitrobenzene or diethyl phthalate were proven to be more suitable for this system. effects of amine extractant concentration in solvents were evaluated to balance furfural and FA distribution coefficient with little loss of furfural selectivity and significant FA selectivity change, thermal decomposition of FA and furfural in selected solvent+ amine extractant system were then studied. In general, the equilibrium favored the extraction of furfural for 2,4-dimethyl-1-nitrobenzene and the extraction of FA for 2,4-dimethyl-1-nitrobenzene (15wt% amine N235) with little loss of furfural selectivity. 2,4-Dimethyl-1-nitrobenzene containing product were thermally stable enough at 473.15K.
Compounds
# Formula Name
1 C5H4O2 2-furaldehyde
2 CH2O2 formic acid
3 C18H30 dodecylbenzene
4 C7H6Cl2 1,3-dichloro-2-methylbenzene
5 C8H10O2 1,2-dimethoxybenzene
6 C8H9NO2 1,3-dimethyl-4-nitrobenzene
7 C12H26 dodecane
8 C12H14O4 diethyl phthalate
9 C22H42O4 di-n-octyl adipate
10 C9H14O6 glyceryl triethanoate
11 C12H27O4P tributyl phosphate
12 C16H22O4 dibutyl phthalate
13 C24H38O4 dioctyl 1,2-benzenedicarboxylate
14 C18H34O4 dibutyl decanedioate
15 C7H12O4 dimethyl pentanedioate
16 C10H12 1,2,3,4-tetrahydronaphthalene
17 H2O water
18 C5H8O3 4-oxopentanoic acid
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 3
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 4
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 5
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 6
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 16
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 8
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 12
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 13
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 7
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 9
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 10
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 11
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 14
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 15
  • 17
  • 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 8
  • POMD
  • 6
  • 17
  • 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 2; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 5
  • POMD
  • 8
  • 17
  • 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 2; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 5
  • POMD
  • 14
  • 17
  • 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 2; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 5
  • POMD
  • 5
  • 17
  • 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 2; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 5
  • POMD
  • 11
  • 17
  • 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 2; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 5
  • POMD
  • 15
  • 17
  • 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 2; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 5
  • POMD
  • 10
  • 17
  • 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 2; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 5
  • POMD
  • 12
  • 17
  • 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 2; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 5
  • POMD
  • 5
  • 17
  • Mass fraction - 17 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • OTHER
  • 1
  • POMD
  • 5
  • 17
  • Mass fraction - 5 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • 1
  • POMD
  • 6
  • 17
  • Mass fraction - 17 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • OTHER
  • 1
  • POMD
  • 6
  • 17
  • Mass fraction - 6 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • 1
  • POMD
  • 8
  • 17
  • Mass fraction - 17 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • OTHER
  • 1
  • POMD
  • 8
  • 17
  • Mass fraction - 8 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • 1
  • POMD
  • 11
  • 17
  • Mass fraction - 17 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • OTHER
  • 1
  • POMD
  • 11
  • 17
  • Mass fraction - 11 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • 1
  • POMD
  • 12
  • 17
  • Mass fraction - 17 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • OTHER
  • 1
  • POMD
  • 12
  • 17
  • Mass fraction - 12 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • 1
  • POMD
  • 14
  • 17
  • Mass fraction - 17 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • OTHER
  • 1
  • POMD
  • 14
  • 17
  • Mass fraction - 14 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • 1
  • POMD
  • 18
  • 17
  • 3
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 4
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 5
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 6
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 16
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 8
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 12
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 13
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 7
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 9
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 10
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 11
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 14
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1
  • POMD
  • 18
  • 17
  • 15
  • Mass fraction - 18 ; Liquid mixture 1
  • Mass fraction - 18; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • 1